Patent GB-820598-A (GB)
Title: Improvements in and relating to fungicidal compositions
IPC: A01N59/16
Filed: 1957-07-12
Abstract: Double salts (as distinct from a complex or a co-ordination compound) of a heavy metal salt and a hydrohalide of an amine of the formula RR1R1N, where R is an aliphatic hydrocarbon radical having 8 to 20 carbon atoms and R1 is hydrogen or an aliphatic hydrocarbon radical having 1 to 20 carbon atoms are formed by reacting or heating the two components in the presence of suitable solvents, e.g. isopropyl alcohol, the formation of double salts as distinct from complexes or co-ordination compounds being ensured by adjustment of the molecular proportions of the reaction mixture, and in the case of primary and secondary amines, by the presence of sufficient hydrohalide to block all the amino groups so that the metal will not co-ordinate with the amino nitrogen to form the complex.  The use of such heavy metals as copper, chromium, tin, zinc, cadmium, mercury, manganese, iron, cobalt and nickel is described, the anion being preferably a halide but may also be acetate, sulphate, nitrate or oxalate.  Any primary, secondary or tertiary, saturated or unsaturated, amine containing at least one long chain aliphatic group having from 8 to 20 carbon atoms may be used and which may include radicals such as the mixtures found in natural fatty acid mixtures obtained from coconut, cottonseed, soybean or lard oils. The examples illustrate the formation and use as fungicides of the following double salts (1) dioctylamine hydrochloride-cupric chloride, (2) cetylamine hydrochloride-cupric chloride, (3) dioctylamine hydrochloride-ferric chloride, (4) dodecylamine hydrochloride-cupric chloride, (5) dodecylamine hydrochloride - cadmium chloride, (6) dodecylamine hydrochloride-ferric chloride, (7) dodecylamine hydrochloride-zinc chloride, (8) hydrogenated tallow-amine hydrochloride-cupric chloride, (9) di-hydrogenated tallow - amine hydrochloride - cupric chloride, (10) dimethyl soya-amine hydrochloride-cupric chloride, (11) dimethyl coco-amine hydrochloride-cupric chloride and (12) methyldicoco-amine hydrochloride-cupric chloride.ALSO:Fungicidal compositions comprise a double salt (as distinct from a complex or a co-ordination compound) of a heavy metal salt and a hydrohalide of an amine of the formula RR1R1N, where R is an aliphatic hydrocarbon radical having 8 to 20 carbon atoms and R1 is hydrogen or an aliphatic hydrocarbon radical having 1 to 20 carbon atoms, plus a suitable carrier.  The use of such heavy metals as copper, chromium, tin, zinc, cadmium, mercury, manganese, iron, cobalt and nickel is described, the anion being preferably a halide but may also be acetate, sulphate, nitrate or oxalate.  Any primary, secondary or tertiary, saturated or unsaturated, amine containing at least one long chain aliphatic group having from 8 to 20 carbon atoms may be used and which may include radicals such as the mixtures found in natural fatty acid mixtures obtained from coconut, cottonseed, soybean or lard oils. The double salts are formed by reaction of the two components in the presence of suitable solvents, e.g. isopropyl alcohol and may require moderate heat to ensure the reaction.  The formation of double salts as distinct from complexes or coordination compounds is ensured by adjustment of the molecular proportions of the reaction mixture, and in the case of primary and secondary amines, by the presence of sufficient hydrohalide to block all the amino groups so that the metal will not co-ordinate with the amino nitrogen to form the complex.  The examples illustrate the formation and use of the following double salts: (1) dioctylamine hydrochloride-cupric chloride, (2) cetylamine hydrochloride-cupric chloride, (3) dioctylamine hydrochloride-ferric chloride, (4) dodecylamine hydrochloride - cupric chloride, (5) dodecylamine hydrochloride-cadmium chloride, (6) dodecylamine hydrochloride - ferric chloride, (7) dodecylamine hydrochloride-zinc chloride, (8) hydrogenated tallow-amine hydrochloride-cupric chloride, (9) di-hydrogenated tallowamine hydrochloride-cupric chloride, (10) dimethyl soya-amine hydrochloride-cupric chloride, (11) dimethyl coco-amine hydrochloride-cupric chloride and (12) methyl-dicoco-amine hydrochloride-cupric chloride.  The compositions may take the form of emulsifiable concentrates with non-ionic emulsifiers, e.g. coco acid or rosin fatty acid esters of polyethylene glycols and a solvent, e.g. xylene or acetone, wettable powders with emulsifiers as above and an inert diluent, e.g. pyrophyllite clays or celite and dust concentrates with inert diluents as above.